Back

Published on:

28 April 2025

Author:

TechPath

Get Your IT Strategy Right: The Questions You Need to Ask

An IT strategy should drive business growth and efficiency, yet too often, these strategies fall short. While technology is essential, the human element is frequently overlooked. Without feedback from those using the systems daily, the strategy can miss the mark – leading to frustration, inefficiency, or even failure.

For an IT strategy to align with company goals, it must consider the entire organisation – from leadership to frontline employees. Ignoring the needs, challenges, and experiences of your team means missing key insights that could make or break your strategy.

The Importance of Leadership and Team Feedback

A strong IT strategy isn’t just about systems – it’s about how they integrate into daily workflows. Engaging directly with key stakeholders and leadership is essential. One-on-one meetings with decision-makers provide valuable insights into how IT is perceived at the leadership level, helping refine the strategy to better support business goals.


Key Questions to Ask Leadership and Stakeholders When Creating an IT Strategy:

  • What are the key IT challenges our organisation is facing?
  • Which aspects of our current IT environment are most frustrating?
  • Are there any urgent IT issues requiring immediate attention?
  • If we could redesign our IT environment, what changes would we make?
  • Are there areas of the business needing immediate IT support?
  • How effective are our current communication tools (phones, video conferencing)?
  • What critical business applications (e.g., CRM, ERP) are in use across our organisation?
  • How well are these applications managed and supported?
  • How automated are our business processes and workflows?
  • Do we have access to live data and business insights (e.g., dashboards, reports)?
  • Has our organisation experienced any significant cybersecurity incidents?
  • What is our current backup and disaster recovery solution?
  • Do we have documented IT policies and protocols in place?
  • Is there a structured process for onboarding and offboarding employees?
  • How widely is Microsoft 365 adopted and utilised across the business?

However, leadership feedback is just one piece of the puzzle. Employees who interact with IT systems daily can offer critical insights that may not be visible at the executive level. Tools like Microsoft Forms can efficiently gather team-wide feedback, providing a clearer picture of IT needs and gaps. Check out our recent article for key questions to ask your broader team.

Building an Effective IT Strategy

An IT strategy can’t be developed in isolation. To succeed, it must be informed by the insights of those who use it daily. By combining leadership interviews and team-wide surveys, you can create a strategy that aligns with business goals and drives efficiency. Don’t underestimate the power of listening to your team – the feedback you gather could transform your IT strategy into a true business enabler.

Need help creating an IT strategy that moves your business forward? Contact TechPath today.